Synthesis And Characterization ( Oxazepine , Thiazine and Quinazoline ) Derivatives And Study The Biological Activity As Antibacterial DOI Creative Commons

Adel Kareem Jasim,

Shaimaa Adnan

Al-Qadisiyah Journal Of Pure Science, Journal Year: 2021, Volume and Issue: 26(4), P. 364 - 379

Published: Aug. 15, 2021

This research. Included the preparation. and characterization some novel. Six seven membered Heterocyclic. Compounds ( oxazepine , thiazine quinazoline ) The first step in clode react 2-amino-6- methoxybenzothiazole with 4- amino acetophenone to get Schiff base derivative (1). second (1) 4 -hydroxy schiff (2) last involve Phthalic Maleic Succinic) anhydride .get derivatives (3,4and 5) also with(2-amino benzoic acid) (2-mercaptobenzoic acid (6)and (7) respectively .the physical; properties of prepared; These Compounds. Were Identification (FT-IR) ,(1H-NMR) (13C-NMR) by spectroscopy thene study their biological effect on two types bacteria Staphylococcus aureuses (Gram positive) Escherichia coli Negative)

Language: Английский

Odorless Isocyanide Chemistry: One-Pot Synthesis of Heterocycles via the Passerini and Postmodification Tandem Reaction Based on the in Situ Capture of Isocyanides DOI
Na Liu,

Fei Chao,

Ming‐Guo Liu

et al.

The Journal of Organic Chemistry, Journal Year: 2019, Volume and Issue: 84(4), P. 2366 - 2371

Published: Jan. 24, 2019

This paper reports the tandem reaction strategy of Passerini/Staudinger/aza-Wittig based on in situ capture isocyanides. According to this strategy, isocyanides are synthesized and immediately work as substrate for Passerini postmodification one pot. In addition, two types new compounds, 5-oxo-3,5-dihydrobenzo[e][1,4]oxazepines 6-oxo-5,6-dihydro-2H-1,4-oxazines, were using that includes five-step transformations

Language: Английский

Citations

66

Revisiting applications of molecular iodine in organic synthesis DOI

Popat M. Jadhav,

Ambadas B. Rode, László Kótai

et al.

New Journal of Chemistry, Journal Year: 2021, Volume and Issue: 45(36), P. 16389 - 16425

Published: Jan. 1, 2021

Molecular iodine contributes significantly to organic transformations in synthetic chemistry. It works effectively due its mild Lewis acidic character, ability as an oxidizing agent, good moisture stability, and easy availability.

Language: Английский

Citations

36

Facile synthesis of the unknown 6,7-dihydrofuro[3,4-c]pyridines and 3,4-diaryloylpyridines from N-propargyl β-enaminones DOI Creative Commons
Elif Serel Yilmaz, Kerem Kaya, Metin Zora

et al.

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A simple methodology for the synthesis of bicyclic 6,7-dihydrofuro[3,4- c ]pyridines is reported. The skeletal diversity synthesized heterobicyclic frame may present new nitrogen- and oxygen-based hybrid systems medicinal chemistry.

Language: Английский

Citations

0

Base-Controlled Divergent Synthesis of 5-Cyanobenzoxepines and Benzofuro[2,3-b]pyridines from 2-Bromophenylacetonitriles and Ynones DOI
Lulu Chen, Jingwen Zhang, Pei Chen

et al.

Organic Letters, Journal Year: 2019, Volume and Issue: 21(14), P. 5457 - 5461

Published: July 8, 2019

An effective base-controlled divergent annulation reaction of 2-bromophenylacetonitriles and ynones has been developed. Various functionalized 5-cyanobenzoxepines benzofuro[2,3-b]pyridines were obtained with a broad substrate scope high regioselectivity in moderate to excellent yield. Of importance, an unexpected O-rearrangement access was observed using 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as the base, possible mechanism supported by 18O-labeled experiments. In addition, gram-scale synthesis further transformation product studied.

Language: Английский

Citations

29

Synthesis of 1,4-Thiazepines DOI

Yilmaz Kelgokmen,

Metin Zora

The Journal of Organic Chemistry, Journal Year: 2018, Volume and Issue: 83(15), P. 8376 - 8389

Published: June 24, 2018

An efficient, general, and unprecedented methodology for the synthesis of 2-methylene-2,3-dihydro-1,4-thiazepines from N-propargylic β-enaminones is described. Initially, were thionated with Lawesson's reagent in good to high yields, then resulting β-enaminothiones subjected electrophilic cyclization. When treated zinc chloride refluxing chloroform, underwent cyclization yield yields. A general trend was observed all β-enaminothiones, proceeded efficiency large functional group tolerance. This process also applicable internal alkyne-tethered β-enaminothiones. operationally simple facile method may represent a very rapid entry library functionalized 1,4-thiazepines area pharmaceuticals.

Language: Английский

Citations

28

One-Pot Synthesis of 2-Acetyl-1H-pyrroles from N-Propargylic β-Enaminones via Intermediacy of 1,4-Oxazepines DOI

Nilay Kanova,

Buse Aysen Dundar,

Yilmaz Kelgokmen

et al.

The Journal of Organic Chemistry, Journal Year: 2021, Volume and Issue: 86(9), P. 6289 - 6304

Published: April 19, 2021

A one-pot two-step protocol for the synthesis of 2-acetyl-1H-pyrroles from N-propargylic β-enaminones was described. When treated with zinc chloride in refluxing chloroform, produced situ 2-methylene-2,3-dihydro-1,4-oxazepines, which, upon further methanol chloride, afforded 2-acetyl-1H-pyrroles. The process found to be general a wide variety and yielded diverse range good high yields large substrate scope functional group tolerance. This operationally easy method may provide rapid access functionalized pharmacological interest.

Language: Английский

Citations

21

Synthesis of 3-[(4-Nitrophenyl)thio]-Substituted 4-Methylene-1-pyrrolines from N-Propargylic β-Enaminones DOI
Esra Korkmaz, Metin Zora

The Journal of Organic Chemistry, Journal Year: 2020, Volume and Issue: 85(7), P. 4937 - 4950

Published: March 10, 2020

A facile and efficient method for the synthesis of 3-[(4-nitrophenyl)thio]-substituted 4-methylene-1-pyrrolines is described. When treated with 4-nitrobenzenesulfenyl chloride in refluxing acetonitrile, N-propargylic β-enaminones produced α-sulfenylated β-enaminones, which, presence sodium hydride or cesium carbonate, underwent nucleophilic cyclization to afford 4-methylene-3-[(4-nitrophenyl)thio]-1-pyrrolines good high yields. It was shown first time that on β-enaminone systems, α-sulfenylation dominates over formation thiirenium ion. This one-pot two-step process found be general a variety demonstrated tolerance diversity aromatic heteroaromatic groups electron-withdrawing electron-donating substituents. also applicable internal alkyne-tethered β-enaminones. The enrichment 1-pyrroline core an aryl sulfide moiety might exhibit potential molecules pharmacological interest.

Language: Английский

Citations

20

A new strategy for the synthesis of pyridines from N-propargylic β-enaminothiones DOI

Yilmaz Kelgokmen,

Metin Zora

Organic & Biomolecular Chemistry, Journal Year: 2019, Volume and Issue: 17(9), P. 2529 - 2541

Published: Jan. 1, 2019

A new robust method for the synthesis of 2,4,5-trisubstituted pyridines with high efficiency and broad functional group tolerance is described.

Language: Английский

Citations

15

InCl3-Catalyzed One-Pot Synthesis of Pyrrolo/Indolo- and Benzooxazepino-Fused Quinoxalines DOI Creative Commons
Nuray Esra Aksakal, Metin Zora

ACS Omega, Journal Year: 2024, Volume and Issue: unknown

Published: July 16, 2024

In this paper, we describe an efficient InCl3-catalyzed two-component reaction of 1-(2-aminophenyl)pyrroles/indoles and 2-propargyloxybenzaldehydes for the direct synthesis 12bH-benzo[6,7]1,4-oxazepino[4,5-a]pyrrolo/indolo[2,1-c]quinoxalines. This high atom- step-economical one-pot process generates three new C/N–C bonds in a single synthetic operation, resulting formation six- seven-membered heterocyclic rings. The easy availability starting materials, use relatively inexpensive indium catalyst, good substrate scope are salient features strategy. proposed mechanistic pathway involves imine formation, two consecutive cyclizations via electrophilic aromatic substitution nucleophilic addition reactions, H shift step.

Language: Английский

Citations

1

A facile synthesis of 6-chloro-2-methylene-2,3-dihydro-1,4-oxazepines from N-propargylic β-enaminones DOI
Özge İbiş, Metin Zora

Tetrahedron, Journal Year: 2020, Volume and Issue: 76(48), P. 131650 - 131650

Published: Oct. 16, 2020

Language: Английский

Citations

10